4.5 Article

Remarkable Enhancement of the Rate of the Intramolecular MoritaBaylis- Hillman Reaction by the Combination of a Nucleophilic Catalyst and 1,3-Diphenyl-2-thiourea

Journal

ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 3, Issue 4, Pages 437-441

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.201402001

Keywords

4-dimethylaminopyridine; ketones; Morita-Baylis-Hillman reaction; nucleophilic catalysts; thioureas

Funding

  1. JSPS KAKENHI [25870458]
  2. MEXT (Japan)
  3. Grants-in-Aid for Scientific Research [25410117, 25410042, 26105740, 24106730, 25870458] Funding Source: KAKEN

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The rate of the intramolecular Morita-Baylis-Hillman (MBH) reaction is remarkably enhanced by the combination of catalytic amounts of a nucleophilic catalyst (4-dimethylaminopyridine (DMAP), 4-pyrrolidinopyridine (PPY), or PBu3) and 1,3-diphenyl-2-thiourea, and the desired MBH adducts are obtained in good to high yields within a few hours.

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